3-(hydroxyamino)-3-oxopropylphosphonic acid | 499766-63-1

• 分子结构分类: 有机化合物 - 有机酸及其衍生物 - 有机膦酸及其衍生物
• 英文名称: 3-(hydroxyamino)-3-oxopropylphosphonic acid
• 英文别名: [3-(Hydroxyamino)-3-oxopropyl]phosphonic acid
• CAS: 499766-63-1
• 化学式: C₃H₈NO₅P
• 分子量: 169.074
• InChiKey: NJYNBLZKSCNAIK-UHFFFAOYSA-N

物化性质

• 密度：
  1.679±0.06 g/cm3(Predicted)

计算性质

• 辛醇/水分配系数(LogP)：
  -2.8
• 重原子数：
  10
• 可旋转键数：
  3
• 环数：
  0.0
• sp3杂化的碳原子比例：
  0.67
• 拓扑面积：
  107
• 氢给体数：
  4
• 氢受体数：
  5

反应信息

• 作为产物：
  描述：

  (3-甲氧基-3-氧代丙基)膦酸 在 羟胺 作用下， 反应 1.0h， 生成 3-(hydroxyamino)-3-oxopropylphosphonic acid
  参考文献：
  名称：

  New inhibitors of rabbit muscle triose-phosphate isomerase

  摘要：

  We describe the synthesis and evaluation of three new competitive inhibitors of triose-phosphate isomerase. One of them (phosphoglycoloamidoxime: K-i = 4.5 mu M) is among the best reversible inhibitors so far reported for this enzyme. (c) 2005 Elsevier Ltd. All rights reserved.

  DOI：

  10.1016/j.bmcl.2005.03.061

文献信息

• Isoprenoid Biosynthesis via the Methylerythritol Phosphate Pathway: Structural Variations around Phosphonate Anchor and Spacer of Fosmidomycin, a Potent Inhibitor of Deoxyxylulose Phosphate Reductoisomerase
  作者：Catherine Zinglé、Lionel Kuntz、Denis Tritsch、Catherine Grosdemange-Billiard、Michel Rohmer

  DOI：10.1021/jo9024732

  日期：2010.5.21

  Fosmidomycin and its analogue FR-900098 are potent inhibitors of 1-deoxy-d-xylulose 5-phosphate reducto-isomerase (DXR), the second enzyme of the MEP pathway for the biosynthesis of isoprenoids. This paper describes the synthesis of analogues of the two reverse phosphonohydroxamic acids 3 and 4, in which the length of the carbon spacer is modified, the N-methyl group of 3 is replaced by an ethyl group

  膦胺霉素和其类似物FR-900098是1-脱氧的有效抑制剂d -xylulose -5-磷酸粉身碎骨异构酶（DXR），为类异戊二烯的生物合成的MEP途径的第二种酶。本文描述的两个倒phosphonohydroxamic酸类似物的合成3和4，其中，所述碳间隔的长度被修改，Ñ甲基组3是由乙基取代，和磷酸基团通过取代的潜在等位部分，即磺酸盐或羧酸盐官能团。评价了合成的类似物抑制大肠杆菌DXR的潜力。
• N-Sulfonyl hydroxamate derivatives as inhibitors of class II fructose-1,6-diphosphate aldolase
  作者：Sabine Gavalda、Rémi Braga、Chantal Dax、Alain Vigroux、Casimir Blonski

  DOI：10.1016/j.bmcl.2005.09.006

  日期：2005.12

  e and phosphonate derivatives were synthesized bearing a N-sulfonyl hydroxamate moiety. The phosphate derivatives represent competitive inhibitors for the class II-FBP aldolase catalyzed reaction, while the phosphonate isosteres are comparatively weaker inhibitors.

  合成了带有N-磺酰基异羟肟酸酯部分的二羟基丙酮-磷酸酯和膦酸酯衍生物。磷酸盐衍生物代表II-FBP醛缩酶催化反应的竞争性抑制剂，而膦酸酯等排酯则是相对较弱的抑制剂。
• New inhibitors of rabbit muscle triose-phosphate isomerase
  作者：M. Fonvielle、S. Mariano、M. Therisod

  DOI：10.1016/j.bmcl.2005.03.061

  日期：2005.6

  We describe the synthesis and evaluation of three new competitive inhibitors of triose-phosphate isomerase. One of them (phosphoglycoloamidoxime: K-i = 4.5 mu M) is among the best reversible inhibitors so far reported for this enzyme. (c) 2005 Elsevier Ltd. All rights reserved.